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Holiday rentals in Glossa

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Top-rated holiday rentals in Glossa

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Top guest favourite
The outdoor space features stone-paved pathways surrounded by lush olive trees. Two separate buildings are visible, connected by a serene garden area. A table with a vase of fresh flowers is positioned in the foreground, providing a welcoming atmosphere. Comfortable lounge chairs are positioned for relaxation.
Cottage in Sporades
5 out of 5 average rating, 14 reviews

Apomero Cottage - Almyra Living

Tucked away in a private 4,000 m² olive grove with views of Skopelos town and the Aegean Sea, Apomero Cottage offers peaceful seclusion just a 15-minute walk from town. Once used during olive harvest season, the cottage blends traditional Greek island architecture with modern comfort. It consists of two buildings: one with a bedroom and bathroom, and another with a living room, second bathroom, and a sheltered, fully equipped kitchen and dining area. An organic vegetable garden is also a plus.

Top guest favourite
An aerial view reveals a tranquil bay framed by lush greenery, with clear turquoise waters gently lapping at a rocky shoreline. A small boat is anchored just off the coast, while a pair of lounge chairs is set on the sandy edge, inviting peaceful relaxation.
Cabin in Magnesia
5 out of 5 average rating, 59 reviews

Magical Seafront Treehouse with breathtaking views

Happinest Treehouse is… A charming cabin for two with beguiling views. Built between ancient olive trees, overlooking the sea. You’ll sleep to the sound of rustling leaves and owls hooting. Wake up to a vision of shimmering waters then wander through a magical Mediterranean garden and dive straight into the sea. Our unique and tranquil getaway is located in undiscovered Pelion, 5km from the village of Milina, on a small bay. We're Happinest Treehouse. Curious? Let the name be your guide!

Top guest favourite
A wooden dining table with matching chairs is positioned on a stone patio, offering a view of a vibrant sunset over the Aegean Sea. Lush greenery frames the scene, while string lights overhead add a warm ambiance as the day transitions to evening.
Home in Glossa
4.93 out of 5 average rating, 73 reviews

Yalee Grandpa's house

A fully equipped cottage house located on the beautiful village of Glossa with stunning view of the Aegean Sea and the amazing sunset! Suitable for easy living vacation! Furniture and decoration is made from natural materials creating a carefree atmosphere . The position of the house at the end of the village, in a quiet area, makes your stay relaxed. At the same time you are 10 min. away (walking distance) from market place,small shops,bakery,restaurants,coffee shops and bus station.

Top guest favourite
A serene view of the clear blue sea is displayed, with gentle waves lapping at the shore. Several swimmers can be seen enjoying the calm water, while distant islands create a peaceful horizon under a clear blue sky.
Townhouse in Skiathos
4.97 out of 5 average rating, 38 reviews

Seahouse, 1 bedroom beach apartment with patio

A small (32 square meters) summer family house located on the beach of Megali Ammos. Wake up and jump straight to the sea, sleep with the sound of the waves. Outside siting area where you can have your lunch or dinner under the shade of the pomegranates and palm tree. Sun-beds on the terrace to relax and some that you can carry to the beach underneath. Nice cafes, restaurants located nearby at the beach. Please keep in mind that the Seahouse shares a terrace with the house next door.

Top guest favourite
An open gallery features a comfortable queen-size bed with dark accent pillows. Brass bed posts complement the wooden bedside tables topped with soft lamps. The sloped ceiling, accented by exposed beams, enhances the airy ambiance of the space.
Home in Skopelos
5 out of 5 average rating, 25 reviews

Townhouse "1899"

“1899”, is a piece of history of Skopelos island. Discover the charm of Greek island life with a stay in this fully renovated house in 2024 with the first documented registry in 1899! The house is situated in a picturesque, car-free street at the top of the village, providing a beautiful sea view and peaceful and authentic atmosphere. Despite its serene location, the lively Skopelos harbor, with all its entertainment venues, is only a 10-minute stroll down cobbled village streets.

Top guest favourite
A small balcony features a folding wooden table and two chairs, providing a cozy spot to enjoy views of the sea and distant islands. The surrounding area showcases traditional tile roofs, with a clear blue sky enhancing the serene atmosphere.
Home in Glossa
5 out of 5 average rating, 27 reviews

Cherry's home

cherry's home is a traditional old house completely renovated in the center of the small traditional village of Glossa. From the house on foot and at a very short distance there are shops such as cafes, restaurants and bars, a supermarket, a bakery and a pharmacy. The living room and its balconies offer unobstructed views of the Sea. It is modernly decorated with all the comforts and electrical appliances. Also in the kitchen equipment there is an espresso machine.

Top guest favourite
A serene outdoor space is showcased with a modern pool overlooking the sea and town of Skopelos. Sun loungers are positioned beside the pool, while gentle clouds drift across a colorful sky. Natural stone and a smooth deck enhance the tranquil atmosphere of the surroundings.
Home in Skopelos
5 out of 5 average rating, 11 reviews

Jonina Resort

Jonina Resort is for those who are looking to stay at a small paradise on earth with a breathtaking view of the sea and the town of Skopelos. If you have relaxation and tranquility as a priority on your holidays then you are looking for the right accommodation! Here you will find privacy and enjoy the filling of calmness and peacefulness beside the pool waterfall. Visit Jonina Resort so you can make unforgettable memories in your own small heaven on earth.

Top guest favourite
A stunning view of the sun setting over the shimmering Aegean Sea is framed by green shutters. The tranquil waters reflect golden hues, while distant hills create a serene backdrop, enhancing the peaceful atmosphere of the elevated location.
Cottage in Skopelos
4.98 out of 5 average rating, 41 reviews

Clifftop - Breathtaking sunset & sea views

Clifftop is a treat for the soul. Nestled at an elevated location on the northern edge of charming Glossa. It offers comfort, peace, and solitude while being a short walk to all amenities. The cottage features two spacious rooms & a fully-equipped kitchen & bathroom. Spacious terraces feature incredible sea and sky views, equipped with sun loungers, and dining table. Master bedroom and living room make an ideal space for holidays or for romantic getaways.

Guest favourite
An aerial view of Villa Skopelita reveals its whitewashed exterior next to rocky coastline. A spacious patio with outdoor dining furniture provides a scenic spot, while the vibrant blue sea contrasts with the natural greenery surrounding the property.
Home in Skopelos
4.94 out of 5 average rating, 18 reviews

Villa Skopelita

The fully renovated three-story Villa Skopelita offers a double bedroom, a twin bedroom with two single beds, and an extra single sleeping option via a pouf bed in the living room, ideal for a child. It includes two bathrooms and a bright living area. Highlights include its unique style and a spacious patio with breathtaking, uninterrupted sea views. Due to its location and overall buety, Villa Skopelita, is one of the island’s most photographed homes!

Top guest favourite
An outdoor dining area features a wooden table set for breakfast, accompanied by four chairs. Green shutters frame the window, while decorative elements such as a lantern and wall hangings add character. The space is shaded, providing a comfortable atmosphere for meals.
Home in Glossa
4.98 out of 5 average rating, 49 reviews

CapeVerde

The house "CapeVerde" is located in the village of Glossa Skopelos. It overlooks a large part of the village as well as the entire front view of the sea of Glossa and Skiathos. The neighborhood is dominated by silence and the freshness of nature. Ideal for families and groups of friends. The distances from the beaches are closer from our village than from the country of the island. Also the island of Skiathos is 18 minutes away by boat.

Top guest favourite
A furnished balcony offers a table and four chairs with a stunning view of the calm sea. The area is shaded by a sun-canopy, with partial insect screens across the railing, allowing for outdoor dining while enjoying the peaceful waterfront scenery.
Flat in Sporades
5 out of 5 average rating, 24 reviews

"Ninemia" Sea front apartment

Second floor two-bedroom apartment ( 65 sq.m.) on the waterfront in very quiet location in Loutraki, Skopelos Island. The road outside is a cul-de-sac leading only to the footpath beach. Air conditioning in kitchen/diner and main bedroom. The apartment has a square balcony large enough to dine outside, stunning views overlooking the pretty little harbour of Loutraki, and only 3 minutes walk from the closest beach.

Top guest favourite
A breathtaking view of the Aegean Sea is framed by large glass doors. The landscape showcases terracotta roofs and green hills, with distant islands visible under blue skies. The balcony provides an inviting space to enjoy the surrounding natural beauty.
Home in Glossa
4.95 out of 5 average rating, 77 reviews

Rious House

Rious House right next to the legendary Rious fountain! The house is located near the center of the village of Glossa. It is a one floorhouse. There is 1 bedroomwith a double bed,a living room with a double sofa bed and a single bed if needed, a large kitchen and a large bathroom. The breathtaking balcony overlooks the Aegean sea, Skiathos and Euboea.

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